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Details

Stereochemistry ACHIRAL
Molecular Formula C13H14O4S
Molecular Weight 266.313
Optical Activity NONE
Defined Stereocenters 0 / 0
E/Z Centers 0
Charge 0

SHOW SMILES / InChI
Structure of ORAZIPONE

SMILES

CC(=O)C(=CC1=CC=C(C=C1)S(C)(=O)=O)C(C)=O

InChI

InChIKey=CAWYWWPWSAMGBV-UHFFFAOYSA-N
InChI=1S/C13H14O4S/c1-9(14)13(10(2)15)8-11-4-6-12(7-5-11)18(3,16)17/h4-8H,1-3H3

HIDE SMILES / InChI

Molecular Formula C13H14O4S
Molecular Weight 266.313
Charge 0
Count
Stereochemistry ACHIRAL
Additional Stereochemistry No
Defined Stereocenters 0 / 0
E/Z Centers 0
Optical Activity NONE

Orazipone (also known as OR-1384 or OR-1958) was developed by Orion Company as thiol-modulating, anti-inflammatory agent. Orazipone inhibits activation of inflammatory transcription factors nuclear factor-kappa B and signal transducer and activator of transcription 1 and decreases inducible nitric-oxide synthase expression and nitric oxide production in response to inflammatory stimuli. This drug had completed phase I clinical studies in Finland for possible use in inflammatory bowel disease, asthma, and chronic obstructive pulmonary disease. In addition, orazipone was studied for the treatment of Crohn's disease. However, all these studies were discontinued.

Approval Year

PubMed

PubMed

TitleDatePubMed
Novel sulfhydryl-reactive compounds orazipone and OR-1958 inhibit cytokine production and histamine release in rat and human mast cells.
2005 Jan
Orazipone, a locally acting immunomodulator, ameliorates intestinal radiation injury: a preclinical study in a novel rat model.
2006 Oct 1
Orazipone inhibits activation of inflammatory transcription factors nuclear factor-kappa B and signal transducer and activator of transcription 1 and decreases inducible nitric-oxide synthase expression and nitric oxide production in response to inflammatory stimuli.
2008 Feb
Substance Class Chemical
Created
by admin
on Fri Dec 15 15:42:52 GMT 2023
Edited
by admin
on Fri Dec 15 15:42:52 GMT 2023
Record UNII
64R9Y5FE39
Record Status Validated (UNII)
Record Version
  • Download
Name Type Language
ORAZIPONE
INN  
INN  
Official Name English
orazipone [INN]
Common Name English
3-(P-(METHYLSULFONYL)BENZYLIDENE)-2,4-PENTANEDIONE
Common Name English
Classification Tree Code System Code
NCI_THESAURUS C308
Created by admin on Fri Dec 15 15:42:52 GMT 2023 , Edited by admin on Fri Dec 15 15:42:52 GMT 2023
Code System Code Type Description
MESH
C502617
Created by admin on Fri Dec 15 15:42:52 GMT 2023 , Edited by admin on Fri Dec 15 15:42:52 GMT 2023
PRIMARY
FDA UNII
64R9Y5FE39
Created by admin on Fri Dec 15 15:42:52 GMT 2023 , Edited by admin on Fri Dec 15 15:42:52 GMT 2023
PRIMARY
ChEMBL
CHEMBL2104787
Created by admin on Fri Dec 15 15:42:52 GMT 2023 , Edited by admin on Fri Dec 15 15:42:52 GMT 2023
PRIMARY
CAS
137109-78-5
Created by admin on Fri Dec 15 15:42:52 GMT 2023 , Edited by admin on Fri Dec 15 15:42:52 GMT 2023
PRIMARY
EPA CompTox
DTXSID10160083
Created by admin on Fri Dec 15 15:42:52 GMT 2023 , Edited by admin on Fri Dec 15 15:42:52 GMT 2023
PRIMARY
EVMPD
SUB09453MIG
Created by admin on Fri Dec 15 15:42:52 GMT 2023 , Edited by admin on Fri Dec 15 15:42:52 GMT 2023
PRIMARY
INN
7599
Created by admin on Fri Dec 15 15:42:52 GMT 2023 , Edited by admin on Fri Dec 15 15:42:52 GMT 2023
PRIMARY
PUBCHEM
178387
Created by admin on Fri Dec 15 15:42:52 GMT 2023 , Edited by admin on Fri Dec 15 15:42:52 GMT 2023
PRIMARY
SMS_ID
100000083343
Created by admin on Fri Dec 15 15:42:52 GMT 2023 , Edited by admin on Fri Dec 15 15:42:52 GMT 2023
PRIMARY
NCI_THESAURUS
C90815
Created by admin on Fri Dec 15 15:42:52 GMT 2023 , Edited by admin on Fri Dec 15 15:42:52 GMT 2023
PRIMARY
Related Record Type Details
TARGET -> INHIBITOR
TARGET -> INHIBITOR
TARGET->INHIBITOR OF EXPRESSION
Related Record Type Details
ACTIVE MOIETY